Antioxidant and UV-Blocking Functionalized Poly(Butylene Succinate) Films
The introduction of a limited number of functional groups on poly(butylene succinate) (PBS) chains by covalent bonding can impart new properties to the polymer without modifying its thermal and mechanical properties. In pursuit of a viable approach to obtain light- and heat-stabilized PBS samples, t...
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MDPI AG
2023-02-01
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| Online Access: | https://www.mdpi.com/2673-6918/3/1/15 |
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| author | Serena Coiai Nicola Migliore Elisa Passaglia Roberto Spiniello Cristian Gambarotti Francesca Cicogna |
| author_facet | Serena Coiai Nicola Migliore Elisa Passaglia Roberto Spiniello Cristian Gambarotti Francesca Cicogna |
| author_sort | Serena Coiai |
| collection | DOAJ |
| description | The introduction of a limited number of functional groups on poly(butylene succinate) (PBS) chains by covalent bonding can impart new properties to the polymer without modifying its thermal and mechanical properties. In pursuit of a viable approach to obtain light- and heat-stabilized PBS samples, the nitroxide radical coupling (NRC) reaction between PBS macroradicals and the 3,5-di-tert-butyl-4-hydroxybenzoyl-2,2,6,6-tetramethylpiperidine-1-oxyl radical (BHB-TEMPO), a functionalizing agent bearing a sterically-hindered antioxidant phenol moiety, is here proposed. The reaction was initiated by peroxide and carried out in solution and in a melt. The functionalized materials were characterized by UV-visible spectroscopy (UV-Vis), proton nuclear magnetic resonance (<sup>1</sup>H-NMR), and size exclusion chromatography (SEC) analysis to gain structural information and by thermal gravimetric analysis (TGA) and differential scanning calorimetry (DSC) to investigate the thermal properties. In addition, films of the samples were subjected to thermal and photo-oxidative aging to assess their resistance to degradative processes. Finally, the PBS film with the highest degree of functionalization showed the ability to protect β-carotene, a molecule found in food and drugs and that is very sensitive to UV light, from degradation. This result suggests the use of this material (either alone or blended with other biopolyesters) for biodegradable and compostable active packaging. |
| first_indexed | 2024-03-11T06:44:09Z |
| format | Article |
| id | doaj.art-d362c81c7cf547309aef2ce02b6afc42 |
| institution | Directory Open Access Journal |
| issn | 2673-6918 |
| language | English |
| last_indexed | 2024-03-11T06:44:09Z |
| publishDate | 2023-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Compounds |
| spelling | doaj.art-d362c81c7cf547309aef2ce02b6afc422023-11-17T10:25:51ZengMDPI AGCompounds2673-69182023-02-013118019310.3390/compounds3010015Antioxidant and UV-Blocking Functionalized Poly(Butylene Succinate) FilmsSerena Coiai0Nicola Migliore1Elisa Passaglia2Roberto Spiniello3Cristian Gambarotti4Francesca Cicogna5Institute of Chemistry of Organometallic Compounds (ICCOM-CNR), SS Pisa, Via Moruzzi 1, 56124 Pisa, ItalyInstitute of Chemistry of Organometallic Compounds (ICCOM-CNR), SS Pisa, Via Moruzzi 1, 56124 Pisa, ItalyInstitute of Chemistry of Organometallic Compounds (ICCOM-CNR), SS Pisa, Via Moruzzi 1, 56124 Pisa, ItalyInstitute of Chemistry of Organometallic Compounds (ICCOM-CNR), SS Pisa, Via Moruzzi 1, 56124 Pisa, ItalyDepartment of Chemistry, Materials and Chemical Engineering “Giulio Natta”, Politecnico di Milano, Piazza Leonardo da Vinci 32, 20133 Milan, ItalyInstitute of Chemistry of Organometallic Compounds (ICCOM-CNR), SS Pisa, Via Moruzzi 1, 56124 Pisa, ItalyThe introduction of a limited number of functional groups on poly(butylene succinate) (PBS) chains by covalent bonding can impart new properties to the polymer without modifying its thermal and mechanical properties. In pursuit of a viable approach to obtain light- and heat-stabilized PBS samples, the nitroxide radical coupling (NRC) reaction between PBS macroradicals and the 3,5-di-tert-butyl-4-hydroxybenzoyl-2,2,6,6-tetramethylpiperidine-1-oxyl radical (BHB-TEMPO), a functionalizing agent bearing a sterically-hindered antioxidant phenol moiety, is here proposed. The reaction was initiated by peroxide and carried out in solution and in a melt. The functionalized materials were characterized by UV-visible spectroscopy (UV-Vis), proton nuclear magnetic resonance (<sup>1</sup>H-NMR), and size exclusion chromatography (SEC) analysis to gain structural information and by thermal gravimetric analysis (TGA) and differential scanning calorimetry (DSC) to investigate the thermal properties. In addition, films of the samples were subjected to thermal and photo-oxidative aging to assess their resistance to degradative processes. Finally, the PBS film with the highest degree of functionalization showed the ability to protect β-carotene, a molecule found in food and drugs and that is very sensitive to UV light, from degradation. This result suggests the use of this material (either alone or blended with other biopolyesters) for biodegradable and compostable active packaging.https://www.mdpi.com/2673-6918/3/1/15poly(butylene succinate)nitroxide radical couplinganti-oxidantUV-blocking |
| spellingShingle | Serena Coiai Nicola Migliore Elisa Passaglia Roberto Spiniello Cristian Gambarotti Francesca Cicogna Antioxidant and UV-Blocking Functionalized Poly(Butylene Succinate) Films Compounds poly(butylene succinate) nitroxide radical coupling anti-oxidant UV-blocking |
| title | Antioxidant and UV-Blocking Functionalized Poly(Butylene Succinate) Films |
| title_full | Antioxidant and UV-Blocking Functionalized Poly(Butylene Succinate) Films |
| title_fullStr | Antioxidant and UV-Blocking Functionalized Poly(Butylene Succinate) Films |
| title_full_unstemmed | Antioxidant and UV-Blocking Functionalized Poly(Butylene Succinate) Films |
| title_short | Antioxidant and UV-Blocking Functionalized Poly(Butylene Succinate) Films |
| title_sort | antioxidant and uv blocking functionalized poly butylene succinate films |
| topic | poly(butylene succinate) nitroxide radical coupling anti-oxidant UV-blocking |
| url | https://www.mdpi.com/2673-6918/3/1/15 |
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